The BEST episodes of Whose Line Is It Anyway? (US) season 2

Every episode of Whose Line Is It Anyway? (US) season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Whose Line Is It Anyway? (US) season 2!

"Whose Line Is It Anyway?" is the US edition of the UK show of the same name. It features some of the world's finest improvisational comics. Each week, the main four "improv" comics (and guests) spontaneously play "Theatre Sports" with crazy scenes, weird quirks or improvised songs.

Last Updated: 12/20/2024Network: The CWStatus: Continuing
star
10.00
29 votes

#1 - Greg Proops

Season 2 - Episode 27 - Aired 3/9/2000

Guest: comedian Greg Proops. Games played: Weird Newscasters, Song Styles, Sound Effects, Number of Words, Party Quirks, Scene to Rap, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
Brad Sherwood
star
10.00
29 votes

#2 - Brad Sherwood

Season 2 - Episode 26 - Aired 3/2/2000

Guest: comedian Brad Sherwood. Games played: Let's Make A Date, Scene To Rap, Props, Moving People, Greatest Hits, Questions Only.

Directors: Bruce Gowers
Watch Now:Amazon
Chip Esten
star
10.00
29 votes

#3 - Chip Esten

Season 2 - Episode 39 - Aired 5/18/2000

Guest: comedian Chip Esten. Games played: Film TV & Theatre Styles, Duet, Song Titles, Newsflash, Hoedown, Foreign Film Dub.

Directors: Arthur Forrest
Watch Now:Amazon
Brad Sherwood
star
10.00
29 votes

#4 - Brad Sherwood

Season 2 - Episode 35 - Aired 5/4/2000

Guest: comedian Brad Sherwood. Games played: Weird Newscasters, Film Dub, Questionable Impressions, Narrate, Greatest Hits, 90 Second Alphabet.

Directors: Arthur Forrest
Watch Now:Amazon
Karen Maruyama
star
9.30
87 votes

#5 - Karen Maruyama

Season 2 - Episode 32 - Aired 4/20/2000

Guest: comedian Karen Maruyama. Games played: Film TV and Theatre Styles, Weird Newscasters, Song Styles, Party Quirks, The Millionaire Show, Hoedown.

Directors: Arthur Forrest
Watch Now:Amazon
Karen Maruyama
star
9.00
58 votes

#6 - Karen Maruyama

Season 2 - Episode 28 - Aired 3/16/2000

Guest: comedian Karen Maruyama. Games played: Questions Only, Song Styles, Sound Effects, Newsflash, Scenes from a Hat, Motown Group, Foreign Film Dub.

Directors: Arthur Forrest
Watch Now:Amazon
star
9.00
58 votes

#7 - Denny Siegel

Season 2 - Episode 31 - Aired 4/6/2000

Guest: comedian Denny Siegel. Games played: Let's Make A Date, Sound Effects, Props, Moving People, Hoedown, Helping Hands.

Directors: Bruce Gowers
Watch Now:Amazon
Chip Esten
star
9.00
58 votes

#8 - Chip Esten

Season 2 - Episode 33 - Aired 4/27/2000

Guest: comedian Chip Esten. Games played: Weird Newscasters, Scene To Rap, Props, Newsflash, Greatest Hits, Questions Only.

Directors: Arthur Forrest
Watch Now:Amazon
Denny Siegel
star
9.00
58 votes

#9 - Denny Siegel

Season 2 - Episode 38 - Aired 5/18/2000

Guest: comedian Denny Siegel. Games played: Questions Only, Film TV & Theatre Styles, Scenes from a Hat, Old Job-New Job, Greatest Hits, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
Josie Lawrence
star
8.63
197 votes

#10 - Josie Lawrence

Season 2 - Episode 13 - Aired 11/18/1999

Guest: Josie Lawrence. Games played: Questions Only, Whose Line, Props, Scenes from a Hat, Greatest Hits, Hoedown.

Directors: Arthur Forrest
Watch Now:Amazon
Greg Proops
star
8.51
245 votes

#11 - Greg Proops

Season 2 - Episode 10 - Aired 11/4/1999

Guest: comedian Greg Proops. Games played: Superheroes, Song Styles, Newsflash, Questionable Impressions, Dating Service Videos, Three-Headed Broadway Star.

Directors: Bruce Gowers
Watch Now:Amazon
Brad Sherwood
star
8.50
159 votes

#12 - Brad Sherwood

Season 2 - Episode 17 - Aired 12/16/1999

Guest: comedian Brad Sherwood. Games played: Weird Newscasters, Duet, Whose Line, Party Quirks, Scenes From A Hat, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
star
8.50
58 votes

#13 - Greg Proops

Season 2 - Episode 29 - Aired 3/23/2000

Guest: comedian Greg Proops. Games played: Let's Make A Date, Song Styles, Party Quirks, Improbable Mission, Three-Headed Broadway Star.

Directors: Arthur Forrest
Watch Now:Amazon
star
8.40
140 votes

#14 - Kathy Greenwood

Season 2 - Episode 22 - Aired 2/3/2000

Guest: comedian Kathy Greenwood. Games played: Weird Newscasters, Song Styles, Themed Restaurant, Narrate, Scenes from a Hat, Hoedown.

Directors: Arthur Forrest
Watch Now:Amazon
Chip Esten
star
8.39
195 votes

#15 - Chip Esten

Season 2 - Episode 12 - Aired 11/11/1999

Guest: comedian Chip Esten. Games played: Let's Make A Date, Duet, Props, Party Quirks, Hoedown, Three-Headed Broadway Star.

Directors: Arthur Forrest
Watch Now:Amazon
Kathy Greenwood
star
8.38
196 votes

#16 - Kathy Greenwood

Season 2 - Episode 20 - Aired 1/20/2000

Guest: comedian Kathy Greenwood. Games played: Questions Only, Sound Effects, Props, Newsflash, Greatest Hits, Foreign Film Dub.

Directors: Arthur Forrest
Watch Now:Amazon
Chip Esten
star
8.31
147 votes

#17 - Chip Esten

Season 2 - Episode 24 - Aired 2/17/2000

Guest: comedian Chip Esten. Games played: Superheroes, Title Sequence, Scenes from a Hat, Narrate, Greatest Hits, 90 Second Alphabet.

Directors: Arthur Forrest
Watch Now:Amazon
Greg Proops
star
8.31
176 votes

#18 - Greg Proops

Season 2 - Episode 11 - Aired 11/11/1999

Guest: comedian Greg Proops. Games played: Let's Make A Date, Film TV and Theatre Styles, Props, Party Quirks, Song Styles, World's Worst.

Watch Now:AmazonApple TV
Greg Proops
star
8.29
151 votes

#19 - Greg Proops

Season 2 - Episode 23 - Aired 2/10/2000

Guest: comedian Greg Proops. Games played: Weird Newscasters, African Chant, Scenes from a Hat, Scene with an Audience Member, Dating Service Videos, 90 Second Alphabet.

Directors: Arthur Forrest
Watch Now:Amazon
Brad Sherwood
star
8.29
153 votes

#20 - Brad Sherwood

Season 2 - Episode 18 - Aired 1/6/2000

Guest: comedian Brad Sherwood. Games played: Superheroes, Film TV and Theatre Styles, Song Titles, Sound Effects, Telethon, Three-Headed Broadway Star.

Directors: Bruce Gowers
Watch Now:Amazon
Denny Siegel
star
8.26
186 votes

#21 - Denny Siegel

Season 2 - Episode 15 - Aired 12/2/1999

Guest: comedian Denny Siegel. Games played: Let's Make A Date, Song Styles, Narrate, Weird Newscasters, Scene to Rap, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
Greg Proops
star
8.25
264 votes

#22 - Greg Proops

Season 2 - Episode 3 - Aired 9/30/1999

Guest: comedian Greg Proops. Games played: Weird Newscasters, African Chant, Scenes from a Hat, Change Emotion, Greatest Hits, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
Denny Siegel
star
8.18
257 votes

#23 - Denny Siegel

Season 2 - Episode 6 - Aired 10/14/1999

Guest: comedian Denny Siegel. Games played: Weird Newscasters, Song Styles, Scenes from a Hat, Newsflash, Three-Headed Broadway Star, Hoedown.

Directors: Bruce Gowers
Watch Now:Amazon
Brad Sherwood
star
8.13
221 votes

#24 - Brad Sherwood

Season 2 - Episode 9 - Aired 11/4/1999

Guest: comedian Brad Sherwood. Games played: Song Titles, Gangsta Rap, Scenes From A Hat, Weird Newscasters, Three-Headed Broadway Star, Hoedown.

Directors: Bruce Gowers
Watch Now:AmazonApple TV
Greg Proops
star
8.07
213 votes

#25 - Greg Proops

Season 2 - Episode 19 - Aired 1/13/2000

Guest: comedian Greg Proops. Games played: Weird Newscasters, Questionable Impressions, Scenes from a Hat, Whose Line, Three-Headed Broadway Star, Hoedown.

Directors: Arthur Forrest
Watch Now:Apple TV